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    • Home
    • Who We Are
    • Deal Criteria
    • For Intermediaries
    • For Sellers
    • Case Studies
    • Insights
    • Contact Us
  • Home
  • Who We Are
  • Deal Criteria
  • For Intermediaries
  • For Sellers
  • Case Studies
  • Insights
  • Contact Us

The Waterbear Group was built to acquire and operate small businesses. Not because we lack the experience or capital to go upmarket, but because this is where our experience actually matters most.


We've sat in that seat. We've borne the weight. We know what it feels like: Less than perfect financials, a little customer concentration, some owner dependence. We get it. We've lived it. And we know how to structure around it.


Our goal is to partner with owners to preserve what makes these businesses strong and carry them into their next chapter.

Led by David Borom

Led by an Operator, Not a Committee

Waterbear Group is led by David Borom, an entrepreneur and proven operator. I buy businesses, run them personally, and build them...usually for a very long time.


Background:

  • Transaction Advisory at Loop Capital Markets, analyzing deals for PE funds and corporate buyers with a focus on business enterprise valuation and quality of earnings
  • Operating experience: Scaled an educational services company 5x over 5 years through operational improvements and team investment
  • Based in Chicago, I focus on Midwest businesses where hands-on involvement creates asymmetric advantage.


What this means: What this means: I understand how businesses get evaluated and how they actually run. I've been on both sides of the table; analyzing deals for buyers and managing through crisis as an operator.

How We're Structured

Each Business Stands On Its Own

We're not a fund. I invest personal capital in every deal, partnering with family offices and permanent capital investors who share a decades-long horizon.


What that means:

  • No LP pressure – We don't have investors demanding exits at year 5
  • Individual underwriting – Each business is valued on what you built, not portfolio formulas
  • Deal-by-deal capital raise – Once we commit, we secure capital from our investor network (typically 10-14 days post-LOI)
  • Sequential approach – We don't acquire the next business until the current ones are stable and thriving

Our Operating Philosophy

Show Up

Presence is the differentiator most buyers won't offer. We're in the building, in the relationships, and in the details. We don't manage from a distance.


Preserve Before You Change

We take 6–12 months to understand a business before we touch it. The operations, the industry, what makes it successful. We partner with existing management, encourage sellers to stay involved, and absorb institutional knowledge before forming opinions. What made it successful before us matters more than what we would have done differently.


Curiosity Over Credentials

We don't come in as the 30-year industry veteran. We come in asking good questions and following through on the answers. That combination outperforms assumed expertise more often than people expect.


Steady Through Volatility

When our first deal faced a 60% revenue decline six weeks post-close, we didn't slash the team. We managed receivables, renegotiated vendor terms, and kept the capability intact. The business came back stronger because the team was ready when customers returned. When conditions deteriorate, we manage toward cash flow, not toward the exit.


Invest in Teams

Management equity is standard. We promote from within first. In our first platform, we grew from 15 to 40+ people with zero layoffs and multiple internal promotions. The team that built it is usually the team that grows it.


A Quick No Is Better Than a Slow Maybe

We pass on most of what we see. When we tell you we're interested, it means we've done the work. When we're not the right fit, we explain why and won't waste your time. Clarity early saves everyone time.

What Makes This Different

Not a Fund, Not a Competitor, Not Traditional PE

vs. Traditional PE

  • They're managing fund capital on 5-7 year timelines
  • We hold indefinitely, selling only when clearly optimal for everyone involved (company, management, staff)
  • They have portfolio companies; we have businesses we run

vs. Competitors/Strategics:

  • They consolidate and eliminate redundancy
  • We keep culture, team, and independence
  • They absorb and optimize; we build and strengthen

Capital Network

Who We Partner With

We raise capital deal-by-deal from:

  • Family offices with permanent capital mandates
  • Accredited investors aligned on indefinite holds
  • Strategic operators who bring expertise beyond capital


Why this works: Our investors aren't fund LPs demanding exits. They're partners who understand that great businesses compound over decades.

Next Steps

Ready to Learn More?

For Brokers & Advisors

We're a proven buyer with established capital relationships and clear deal criteria.

View Deal Criteria

For Business Owners

Let's discuss if we're the right long-term partner for what you've built.  Not every business fits. But its worth a conversation to find out.

Schedule Call

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